EP0231622A3 - Inhibition of the 5-lipoxygenase pathway - Google Patents

Inhibition of the 5-lipoxygenase pathway Download PDF

Info

Publication number
EP0231622A3
EP0231622A3 EP86309672A EP86309672A EP0231622A3 EP 0231622 A3 EP0231622 A3 EP 0231622A3 EP 86309672 A EP86309672 A EP 86309672A EP 86309672 A EP86309672 A EP 86309672A EP 0231622 A3 EP0231622 A3 EP 0231622A3
Authority
EP
European Patent Office
Prior art keywords
lipoxygenase pathway
inhibition
inhibiting
lipoxygenase
pathway
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP86309672A
Other versions
EP0231622B1 (en
EP0231622A2 (en
Inventor
Paul Elliot Bender
Nabil Hanna
Henry Martin Sarau
John Gerald Gleason
Ivan Lantos
Don Edgar Griswold
Kazys Arunas Razgaitis
Susan Cathy Shilcrat
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
SmithKline Beecham Corp
Original Assignee
SmithKline Beecham Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US06/856,928 external-priority patent/US4719218A/en
Application filed by SmithKline Beecham Corp filed Critical SmithKline Beecham Corp
Publication of EP0231622A2 publication Critical patent/EP0231622A2/en
Publication of EP0231622A3 publication Critical patent/EP0231622A3/en
Application granted granted Critical
Publication of EP0231622B1 publication Critical patent/EP0231622B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/18—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
    • C07D279/06—1,3-Thiazines; Hydrogenated 1,3-thiazines not condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Fodder In General (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Organic Insulating Materials (AREA)
  • Feed For Specific Animals (AREA)
  • Vessels, Lead-In Wires, Accessory Apparatuses For Cathode-Ray Tubes (AREA)
  • Curing Cements, Concrete, And Artificial Stone (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Steroid Compounds (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Compounds Of Unknown Constitution (AREA)

Abstract

A diaryl-substituted imidazole fused to a thiazole, pyrrole, thiazine or pyridine ring, or pharmaceutical compositions thereof, are useful in inhibiting the 5-lipoxygenase pathway in an animal in need thereof by administration of an effective, 5-lipoxygenase pathway inhibiting amount of such compound.
EP86309672A 1985-12-12 1986-12-11 Inhibition of the 5-lipoxygenase pathway Expired - Lifetime EP0231622B1 (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US856875 1977-12-02
US80859585A 1985-12-12 1985-12-12
US80840785A 1985-12-12 1985-12-12
US808595 1985-12-12
US808407 1985-12-12
US85687586A 1986-04-28 1986-04-28
US856928 1986-04-28
US06/856,928 US4719218A (en) 1985-12-12 1986-04-28 Pyrrolo[1,2-a]imidazole and pyrrolo[1,2-a]pyridine derivatives and their use as 5-lipoxygenase pathway inhibitor

Publications (3)

Publication Number Publication Date
EP0231622A2 EP0231622A2 (en) 1987-08-12
EP0231622A3 true EP0231622A3 (en) 1989-05-24
EP0231622B1 EP0231622B1 (en) 1994-08-24

Family

ID=27505832

Family Applications (1)

Application Number Title Priority Date Filing Date
EP86309672A Expired - Lifetime EP0231622B1 (en) 1985-12-12 1986-12-11 Inhibition of the 5-lipoxygenase pathway

Country Status (13)

Country Link
EP (1) EP0231622B1 (en)
AT (1) ATE110387T1 (en)
AU (2) AU609706B2 (en)
DE (1) DE3650041T2 (en)
DK (1) DK594086A (en)
ES (1) ES2056789T3 (en)
FI (1) FI865062A (en)
HU (1) HU207077B (en)
IL (1) IL80936A0 (en)
NO (1) NO865011L (en)
NZ (1) NZ218570A (en)
PT (1) PT83916B (en)
ZW (1) ZW24186A1 (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5145858A (en) * 1985-12-12 1992-09-08 Smithkline Beecham Corp. Pyrrolo [1,2-a] imidazole and imidazo [1,2a] pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors
MY103766A (en) * 1987-09-02 1993-09-30 Smithkline Beckman Corp Pyrrolo[1,2-a]imidazole and imidazo[1,2-a] pyridine derivatives and their use as 5-lipoxygenase pathway inhibitors
GB8724566D0 (en) * 1987-10-20 1987-11-25 Roussel Lab Ltd Chemical compounds
AU6355190A (en) * 1989-06-13 1991-01-17 Smithkline Beecham Corporation Inhibition of interleukin-1 and tumor necrosis factor production by monocytes and/or macrophages
WO1991019497A1 (en) * 1990-06-12 1991-12-26 Smithkline Beecham Corporation Inhibition of 5-lipoxygenase and cyclooxygenase pathway mediated diseases
US5670455A (en) * 1992-01-29 1997-09-23 E. I. Du Pont De Nemours And Company Substituted phenylheterocyclic herbicides
US6358885B1 (en) 1992-01-29 2002-03-19 Mississippi State University Substituted phenylheterocyclic herbicides
US5552422A (en) * 1995-01-11 1996-09-03 Merck Frosst Canada, Inc. Aryl substituted 5,5 fused aromatic nitrogen compounds as anti-inflammatory agents
DE10256881A1 (en) * 2002-12-05 2004-06-24 Beiersdorf Ag New topical use of bis-arylimidazo [1,2-a] thiolane derivatives
PA8595001A1 (en) * 2003-03-04 2004-09-28 Pfizer Prod Inc NEW CONDENSED HETEROAROMATIC COMPOUNDS THAT ARE INHIBITORS OF THE TRANSFORMING GROWTH FACTOR (TGF)
CN103764655B (en) * 2011-07-13 2017-04-12 Sk化学公司 2-pyridyl substituted imidazoles as ALK5 and/or ALK4 inhibitors

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3364112A (en) * 1964-05-11 1968-01-16 Janssen Pharmaceutica Nv Compositions and methods employing certain 6-substituted-imidazo(2, 1-b) thiazoles as anthelmintics
DE2709639A1 (en) * 1976-03-10 1977-09-15 Metabio Fa DERIVATIVES OF 2,3-DIHYDROIMIDAZO SQUARE CLIP TO 2.1-SQUARE CLIP TO THIAZOL, THE METHOD OF MANUFACTURING THEM AND THE MEDICINAL PRODUCTS CONTAINING THEM
DE2742725A1 (en) * 1976-09-27 1978-03-30 Smithkline Corp 2,3-DIHYDROIMIDAZO SQUARE BRACKET ON 2.1-SQUARE BRACKET FOR THIAZOLE AND ITS SALTS
DE1900974B2 (en) * 1968-01-09 1978-05-03 Rhone-Poulenc S.A., Paris 2,6-Diphenyl-3-methyl-23-dihydroimidazo [2,1-b] thiazole, its preparation and pharmaceutical compositions containing it
EP0000353A2 (en) * 1977-07-07 1979-01-24 Ciba-Geigy Ag Bicyclic thiadiaza compounds, process and intermediates for their preparation, and medicaments containing these compounds or the intermediates
US4153706A (en) * 1978-02-13 1979-05-08 Smithkline Corporation 6-Hydroxy-5,6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazoles
US4175127A (en) * 1978-09-27 1979-11-20 Smithkline Corporation Pyridyl substituted 2,3-dihydroimidazo[2,1-b]thiazoles
US4186205A (en) * 1979-01-08 1980-01-29 Smithkline Corporation 2,3-Di(4-substituted phenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles
EP0019668A2 (en) * 1978-12-22 1980-12-10 Dijkhuis, Geert C. Method and apparatus for creating and maintaining a self-supporting plasma ball
EP0203787A2 (en) * 1985-05-23 1986-12-03 Smithkline Beecham Corporation Process for preparing pyridyl-substituted imidazo[2,1-b]thiazoles and thiazines

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3364112A (en) * 1964-05-11 1968-01-16 Janssen Pharmaceutica Nv Compositions and methods employing certain 6-substituted-imidazo(2, 1-b) thiazoles as anthelmintics
DE1900974B2 (en) * 1968-01-09 1978-05-03 Rhone-Poulenc S.A., Paris 2,6-Diphenyl-3-methyl-23-dihydroimidazo [2,1-b] thiazole, its preparation and pharmaceutical compositions containing it
DE2709639A1 (en) * 1976-03-10 1977-09-15 Metabio Fa DERIVATIVES OF 2,3-DIHYDROIMIDAZO SQUARE CLIP TO 2.1-SQUARE CLIP TO THIAZOL, THE METHOD OF MANUFACTURING THEM AND THE MEDICINAL PRODUCTS CONTAINING THEM
DE2742725A1 (en) * 1976-09-27 1978-03-30 Smithkline Corp 2,3-DIHYDROIMIDAZO SQUARE BRACKET ON 2.1-SQUARE BRACKET FOR THIAZOLE AND ITS SALTS
FR2365572A1 (en) * 1976-09-27 1978-04-21 Smithkline Corp NEW 2,3-DIHYDRO IMIDAZO (2,1-B) THIAZOLES, THEIR PREPARATION PROCESS AND THEIR APPLICATION IN THERAPEUTICS
EP0020858A1 (en) * 1977-07-07 1981-01-07 Ciba-Geigy Ag Cyclic thiaaza compounds, process for their preparation, pharmaceutical preparations containing them and their use
EP0000353A2 (en) * 1977-07-07 1979-01-24 Ciba-Geigy Ag Bicyclic thiadiaza compounds, process and intermediates for their preparation, and medicaments containing these compounds or the intermediates
US4153706A (en) * 1978-02-13 1979-05-08 Smithkline Corporation 6-Hydroxy-5,6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazoles
EP0011111A1 (en) * 1978-09-27 1980-05-28 Smithkline Beckman Corporation 5-(4-Pyridyl)-6-(4-fluorophenyl)-2,3-dihydroimidazo-(2,1-b)-thiazole, process for its preparation and medical composition
US4175127A (en) * 1978-09-27 1979-11-20 Smithkline Corporation Pyridyl substituted 2,3-dihydroimidazo[2,1-b]thiazoles
EP0019668A2 (en) * 1978-12-22 1980-12-10 Dijkhuis, Geert C. Method and apparatus for creating and maintaining a self-supporting plasma ball
US4186205A (en) * 1979-01-08 1980-01-29 Smithkline Corporation 2,3-Di(4-substituted phenyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazoles
EP0203787A2 (en) * 1985-05-23 1986-12-03 Smithkline Beecham Corporation Process for preparing pyridyl-substituted imidazo[2,1-b]thiazoles and thiazines

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 100, no. 3, 16th January 1984, page 26, column 2, abstract no. 17343v, Columbus, Ohio, US; I. LANTOS et al.: "Antiinflammatory activity of 5,6-diaryl-2,3-dihydroimidazo(2,1-b)thiazoles. Isomeric 4-pyridyl and 4-substituted-phenyl derivatives"; & J. MED. CHEM. 1984, 27(1), 72-5 *
CHEMICAL ABSTRACTS, vol. 97, no. 19, 8th November 1982, page 708, abstract no. 162885x, Columbus, Ohio, US; A. ANDREANI et al.: "5,6-Disubstituted imidazo(2,1-b)thiazoles as potential antiinflammatory agents"; & EUR. J. MED. CHEM. - CHIM. THER. 1982, 17(3), 271-4 *

Also Published As

Publication number Publication date
NO865011D0 (en) 1986-12-11
PT83916A (en) 1987-01-01
NO865011L (en) 1987-06-15
DE3650041T2 (en) 1995-06-01
EP0231622B1 (en) 1994-08-24
EP0231622A2 (en) 1987-08-12
IL80936A0 (en) 1987-08-31
DE3650041D1 (en) 1994-09-29
ES2056789T3 (en) 1994-10-16
AU6645586A (en) 1987-06-18
HU207077B (en) 1993-03-01
ATE110387T1 (en) 1994-09-15
NZ218570A (en) 1989-08-29
AU7136791A (en) 1991-05-09
FI865062A0 (en) 1986-12-11
FI865062A (en) 1987-06-13
AU609706B2 (en) 1991-05-09
DK594086A (en) 1987-06-13
HUT47106A (en) 1989-01-30
PT83916B (en) 1989-05-12
ZW24186A1 (en) 1987-07-08
DK594086D0 (en) 1986-12-10

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